Organoelement Compounds
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ChemInform Abstract: Enantioselective Synthesis of Siloxycyclopropanes and of γ-Oxocarboxylates by Asymmetric Catalysis.
First published: November 28, 1989
Abstract
The cyclopropanation of the silyl enol ethers (III) with methyl diazoacetate (IV) is performed in the presence of the chiral copper catalyst (I) or (II), yielding the siloxycyclopropanes (V).
ChemInform Abstract
The cyclopropanation of the silyl enol ethers (III) with methyl diazoacetate (IV) is performed in the presence of the chiral copper catalyst (I) or (II), yielding the siloxycyclopropanes (V). Desilylative cleavage produces the γ-oxo esters (VI). The enantioselectivities achieved are only moderate. The catalysts (I) favour the formation of the (R)-enantiomers of (VI), whereas the use of (II) as the catalyst results in the formation of (S)-(VI).
